During an intimate dinner among journalists and Bennett's family and friends powered by Footaction on Thursday night at New York City's VYNL, Billboard spoke one-on-one with Bennett about his latest studio effort, owning his confidence on wax, coming out on Twitter earlier this year and why critics can quit referring to him as Chance the Rapper's little brother.

It’s no secret that there’s been a longstanding stigma when it comes to homosexuality in hip-hop. Some artists have even had their rap careers tarnished by rumors that they were interested in someone of the same sex. But as a new generation of hip-hop consumers emerge, the culture is proving to be more openminded than ever before.

Last week, both Chicago rapper Taylor Bennett and Atlanta native iLoveMakonnen opened up about their sexuality, serving as perfect examples of the evolving ethos. On Jan. 18, Taylor Bennett, the younger brother of Chance The Rapper, came out as a bisexual man. The 21-year-old shared the statement on Twitter.